Search Middletown Cottages
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Middletown cottages
1. Hello Small Stone
Hello Small StoneMiddletown
9.6 out of 10, Exceptional, (5 reviews)
"The house was great. It was nice to sit and relax by the small pond in the back."
John H.
$372 nightly
The price is $421
Sep 6 - Sep 7
Total with taxes and fees
2. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Relaxing Farm Cottage Escape, 10 Min from LEGOLANDGoshen
9.2 out of 10, Wonderful, (14 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
Jessica C.
$285 nightly
The price is $297
Sep 4 - Sep 5
Total with taxes and fees
3. Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Mondrian Manor - Cottage in the lower Catskills near Ellenville and WurtsboroBloomingburg
9.4 out of 10, Exceptional, (3 reviews)
"Tracy was an excellent host. The Mondrian Manor was cozy and perfect for two."
Brandi A.
$206 nightly
The price is $231
Aug 24 - Aug 25
Total with taxes and fees
4. Hike, Ski & Explore: Otisville Retreat w/ Yard!
Hike, Ski & Explore: Otisville Retreat w/ Yard!Otisville
$565 nightly
The price is $639
Aug 27 - Aug 28
Total with taxes and fees
5. Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the GunksKerhonkson
9.6 out of 10, Exceptional, (16 reviews)
"The cottage was welcoming, clean and cozy. We appreciated the special touches throughout. The indoor fireplace and sauna were a huge bonus "
Anthony M.
$206 nightly
The price is $208
Sep 7 - Sep 8
Total with taxes and fees
6. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding HighlandsFort Montgomery
9.8 out of 10, Exceptional, (141 reviews)
"We had a great stay!!"
Jasmine
$282 nightly
The price is $333
Aug 24 - Aug 25
Total with taxes and fees
7. Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/HikeVernon Township
9.0 out of 10, Wonderful, (4 reviews)
"House was beautiful! Airy, cool and bedrooms were comfortable! Such a cute cottage and outdoor fire pit was amazing."
Cherlyn I.
$429 nightly
The price is $484
Aug 24 - Aug 25
Total with taxes and fees
8. Cozy Cottage w/ Hot Tub! — Family Friendly
Cozy Cottage w/ Hot Tub! — Family FriendlyMongaup Valley
10.0 out of 10, Exceptional, (9 reviews)
"we had gr8 time with our family even though it rained enjoyed brook fire pit hot tub tramperlin a great place to go with family very freindly host good communication than you alex !!!!"
yisroel k.
$360 nightly
The price is $396
Sep 22 - Sep 23
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find vacation rentals that suit your style
Cabins
Cottages
Save an average of 15% on thousands of hotels when you're signed in
Top Middletown Hotel Reviews
Resorts World Catskills Casino
10/10 Excellent
Find out more about Middletown
Middletown Cottages information
Number of reviews | 3 |
|---|---|
Accommodation | 136 Cottages |
Lowest Price | $412 |
Highest Price | $639 |
Frequently asked questions
Explore a world of travel with Expedia
- Aparthotels in 57 St. - 7 Av Station
- Cottages in New Hampton
- Chalets in Middletown
- Castles in New York
- B&B in New Hampton
- Villas in New Hampton
- Villas in 47 - 50 Sts - Rockefeller Center Station
- Condo Rentals in Middletown
- Country Houses in New York
- Motels in 116 St. Station
- Guest Houses in 86 St. Station
- Holiday Park Resorts in Middletown
- Condo Rentals in 57 St. - 7 Av Station
- Aparthotels in Port Authority Bus Terminal
- Inns in New York
- Ranches in Bronx
- Guest Houses in Middletown
- Houseboats in 72nd St. Station
- Resorts in Port Authority Bus Terminal
- Villas in 110 St. Station
- B&B in 72nd St. Station
- Hostels in 34th Street–Hudson Yards Station
- Motels in Scotchtown
- Apartments in 66 St. - Lincoln Center Station
- Motels in Howells
- Aparthotels in Middletown
- Condo Rentals in Astoria
- Vacation Homes in Town of Wawayanda
- Apartments in New York
- Resorts in New York
- Apartments in Port Authority Bus Terminal
- Residences in Randall's Island
- Vacation Homes in 72nd Street Station
- Cruise Ships in New York
- Inns in Bronx
- Condo Rentals in Penn Station
- Hostels in 42 St. - Port Authority Bus Terminal Station
- Rv Parks in South Bronx
- Cabin Rentals in Port Authority Bus Terminal
- Resorts in 138 St. - Grand Concourse Station
- Hostels in 7 Av. Station
- Hostels in 96 St. Station
- Motels in Middletown
- Apartments in Lexington Av.-59 St. Station
- B&B in Middletown
- Cabin Rentals in New York
- Resorts in Middletown
- Condo Rentals in 59 St. - Columbus Circle Station
- Cabin Rentals in Middletown
- Condo Rentals in 34th Street–Hudson Yards Station
- Hostels in New York
- Farmstay in New York
- Hostels in Astoria
- Apartments in 59 St. - Columbus Circle Station
- Apartments in Middletown
- Motels in 57 St. - 7 Av Station
- Lodges in New York
- Guest Houses in Randall's Island
- Apartments in Grand Central - 42 St. Station
- Vacation Homes in 5 Av.-59 St. Station
- Resorts in Tarrytown
- Guest Houses in South Bronx
- Hostels in Port Authority Bus Terminal
- Villas in 77 St. Station
- Guest Houses in 42 St. - Port Authority Bus Terminal Station
- Cabin Rentals in Goshen
- Farmstay in Bronx
- Lodges in New Hampton
- Farmstay in Tarrytown
- Apartments in 116 St. Station
- Guest Houses in 138 St. - Grand Concourse Station
- Vacation Homes in 47 - 50 Sts - Rockefeller Center Station
- Town Houses in New York
- Houseboats in New York
- Motels in New York
- Cabin Rentals in The Catskills
- Condo Rentals in 66 St. - Lincoln Center Station
- Chalets in Bronx
- Aparthotels in 59 St. - Columbus Circle Station
- Capsule Hotels in New York
- Guest Houses in 57 St. Station
- Vacation Homes in 72nd St. Station
- B&B in Penn Station
- Palaces in Bronx
- Villas in 96 St. Station
- Condo Rentals in Howells
- Cabin Rentals in 47 - 50 Sts - Rockefeller Center Station
- Motels in New Hampton
- Apartments in 72 St. Station
- Rv Parks in New Hampton
- Inns in Middletown
- Ranches in Middletown
- Villas in Middletown
- Hostels in South Bronx
- Apartments in Washington Heights
- Apartments in 72nd Street Station
- Castles in Bronx
- Resorts in Bronx
- Motels in Washington Heights
- Cottages in South Bronx